Account Executive - Mid-Market

Location: 📍 In-office, 5 days a week at our SoHo office in New York City. We believe great things happen when we build side by side.

Who We Are

Henry is bringing AI to one of the world’s largest and least digitized industries: commercial real estate. We help brokers work faster, win more deals, and drop the busywork. Series A, venture-backed, New York-based, and hiring people who want to build what comes next.

Why This Role

• You'll be one of Henry's first dedicated mid-market closers, turning a growing pipeline from our BDR pod into revenue.

• Short sales cycles: discovery, demo and close in one to two calls with 3 to 4 decision makers.

Responsibilities

• Run full-cycle mid-market deals with CRE brokerages, PE firms, investors and independent brokers

• Lead sharp discovery and tailored product demos that tie Henry to each buyer's workflow

• Navigate 2 to 3 stakeholders per deal and close, often on the first or second call

• Partner with your BDR pod on target accounts, outreach, demos and conference prep

• Keep the CRM clean and your forecast accurate

• Hand off smoothly to Customer Success and bring field feedback to Product

What You Bring

• 2+ years closing in a tech or SaaS Account Executive role, with a track record of hitting quota

• Experience selling short-cycle, mid-market or SMB deals

• Comfort running multi-stakeholder deals and asking for the close on the call

• Super organized: tight pipeline, follow-up and CRM hygiene

• Bonus: CRE, proptech or vertical SaaS experience

How We Assess

• Recruiter Screen (30 min): a conversation with our Head of Talent

• Hiring Manager Interview (30 min): your deals, process and how you sell

• Demo Role Play (60 min): run discovery and a demo of Henry for a mock brokerage buying committee, then re-run a section after feedback

• Founder Chat (30 min): meet one of our co-founders

What We Offer

• 💰 Competitive salary + equity: A top-of-market base and meaningful stock options, so you share in what we build

• 🩺 Health, dental & vision: Comprehensive coverage for you and your family

• 🏋️‍♂️ Health & wellness stipend: Stay sharp with access to Equinox gyms, on us

• 🌴 Generous PTO: Take the time you need to recharge, plus company holidays

• 🥗 Breakfast, lunch & dinner: Catered meals in the office, every day

• 🏙️ Beautiful SoHo office: Work from a bright, inspiring space in the heart of Manhattan

• 🚀 Early-stage impact: Work directly with the founders, own real problems, and help shape the company from the ground up

Notice to Candidates

To ensure fairness and proper consideration, we do not accept resumes or expressions of interest via email or social media messages. If you’re interested in a role, please submit your application directly through our careers page.

Please note that Henry AI may use AI notetakers and other recording devices in the recruiting process. If you interview with us, with your consent, we may record your conversations and summarize them into notes for internal use. Recording is optional, and declining will not affect your candidacy.

Henry AI is an equal opportunity employer. We are committed to diversity and inclusion in our company. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.